Holiday rentals with a patio in Chilmark

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Popular amenities for rentals with patio in Chilmark

Flat rentals with a patio

Guest favourite
Flat in Falmouth
4.85 out of 5 average rating, 39 reviews

Sunshine Beautiful

NicoleRating, 5 stars2 days ago
This place is perfect for 1 or 2 people. Close to town by car but quiet. Big yard, super clean, very quiet.
Top guest favourite
Flat in Marion
4.97 out of 5 average rating, 31 reviews

Lucky Duck Farm

PamRating, 5 stars2 days ago
We were in town for a reunion and stayed for three nights. It was fantastic to have a place to grab a nap between events and freshen up and change for dressy nighttime events because it was so close. Nighttime was extremely restful and the bed was very comfortable. The grounds were beautiful and the geese and ducks were charming. Our hosts were very warm. Great stay!
Top guest favourite
Flat in Middletown
5 out of 5 average rating, 12 reviews

Sunny Retreat by 2 Beaches for Couples & Families

TylerRating, 5 stars9 months ago
Excellent place, terrific location and very kind hosts! Close to everything, very clean and would absolutely rebook, highly recommend!
Top guest favourite
Flat in Forestdale
4.99 out of 5 average rating, 68 reviews

Clean private & cozy Cape Cod 1 br/ba with kitchen

CarolineRating, 5 stars7 months ago
We had a great stay at Denise’s place! The place was exactly as described, with unique and thoughtful touches throughout. The place was spotless, very updated, and very private. We definitely would stay here again!
Top guest favourite
Flat in Cataumet
4.92 out of 5 average rating, 53 reviews

Cape Heaven

JillyRating, 5 stars2 weeks ago
Despite the dreadful weather, I thoroughly enjoyed my stay at Brian‘s place. The bed was very comfortable. I did find that I missed more of a kitchen facility, with no sink in the area with the coffee maker. I found myself going back-and-forth between the bathroom and the living room to fill the kettle for my tea. The area was very quiet, and Brian’s home was easy to find.
Guest favourite
Flat in Bristol
4.97 out of 5 average rating, 29 reviews

Cozy 3 bedroom 2nd floor apartment.

KimberlyRating, 5 stars1 week ago
Steve’s place was very clean and comfortable. Felt like we were staying at a friend’s place . Easy walk to restaurants, water, close to bike path and parks.
Guest favourite
Flat in Falmouth
5 out of 5 average rating, 19 reviews

Peaceful Pond view apartment close to beach

ElizabethRating, 5 stars2 weeks ago
Wow, where to start. Kristin went above and beyond to accommodate us and we ended up getting married here! A wild rainstorm/ nor'easter came in so our beach elopement wedding plans had to be changed... not being from the area we had limited back-up options. Kristin kindly allowed us to do our small ceremony on the beautiful back deck. Even if all that didn't take place, her home would have a special place in our hearts because it's so tranquil and beautifully designed. Cherry on top, the bed was super comfy and kitchen well equipped! We had everything we needed for the week. Kristin's daughter gave us great recommendations too for local spots to eat. Highly recommend a stay here!
Guest favourite
Flat in Middletown
4.89 out of 5 average rating, 122 reviews

Newport Vacation Apt. w/ Private Rooftop 1

HeatherRating, 5 stars2 weeks ago
My friends and I had the best time staying at Liliane’s over Memorial Day Weekend, the house is beautiful with plenty of room and is in a nice quiet neighborhood in a very convenient location. Liliane was friendly and responsive and shared lots of great recommendations. I definitely want to come back with my fiance soon and stay longer! Can’t recommend enough!

House rentals with a patio

Guest favourite
Home in Falmouth
4.91 out of 5 average rating, 11 reviews

Falmouth Village Tranquility

PatriciaRating, 5 stars3 weeks ago
The house was charming with a beautiful yard, comfy beds, a great shower!! The host was a wonderful communicator and most accommodating. I plan to return someday in the future . Thank you Devon!
Top guest favourite
Home in Falmouth
5 out of 5 average rating, 19 reviews

Cape Forty Six: A Serene Getaway

Juan ManuelRating, 5 stars1 month ago
We loved this place! We stayed there for two nights while attending a conference at the Marine Biology Laboratories. The house is FANTASTIC and we will be back, no doubt!
Top guest favourite
Home in Woods Hole
5 out of 5 average rating, 62 reviews

Modern Marvel in Woods Hole - Walk to town & ferry

JulieRating, 5 stars3 weeks ago
Our group of six adults had an amazing stay at this beautiful, modern home in Woods Hole! The house was impeccably designed and well-stocked with everything we needed for a comfortable stay. The beds were incredibly cozy, ensuring everyone got a great night’s sleep. The location was perfect—steps away from the island ferry, making our trips to Nantucket and Martha’s Vineyard a breeze without the hassle of parking or shuttles. We loved the private nooks throughout the house, ideal for curling up with a book and coffee. The grill was a highlight, allowing us to enjoy several evenings cooking together. Being within walking distance to fantastic restaurants in Woods Hole was a huge plus, adding convenience and variety to our dining options. This home exceeded our expectations, and we highly recommend it to anyone visiting the area!
Guest favourite
Home in Barnstable
4.94 out of 5 average rating, 125 reviews

Cozy 1-level fenced yard Craigville Beach 2000sqft

ChristyRating, 5 stars3 days ago
Midori's place was perfect for us - quiet neighborhood, clean, and spacious. The privacy lock on the front door was a bit tricky - you need to have a coin handy to turn it, which we would not have had but Midori told us to bring one. Great place for a nice trip to Cape Cod!
Top guest favourite
Home in Edgartown
5 out of 5 average rating, 13 reviews

Katama Hideaway

KatieRating, 5 stars6 months ago
Staying at Rebecca’s Hideaway was a wonderful experience! I stayed with the family during the Thanksgiving holiday during the offseason and the location was absolutely beautiful. The hosts went above and beyond to make us feel comfortable and even left us treats at the house! The location of the house was private, but a close enough drive into downtown Edgartown to get drinks and dinner or do some shopping. There are many options to relax outdoors and it’s a close walk to get to South Beach to enjoy nature. I would definitely recommend staying here and would rebook in a heart beat!
Top guest favourite
Home in Yarmouth Port
5 out of 5 average rating, 62 reviews

Beachfront· Sauna· Screened Patio· 2Kings· DogsYes

JoRating, 5 stars5 days ago
We just finished a 4 night girls getaway for my Mom’s birthday. We can’t say enough about Adrianna and Tara’s cottage! We felt right @ home and there was such a peaceful vibe to the cottage. We were able to really relax and enjoyed beautiful sunsets with the fire pit going and wrapped in comfy blankets that they provided. They have thought of everything! The sauna experience followed by the outdoor shower was heavenly. We plan to make this an annual trip and this place is a 5+++, such an amazing stay🌸
Top guest favourite
Home in Falmouth
5 out of 5 average rating, 62 reviews

Waterfront-Kayaks & SUPs-Firepit-Pet OK-Kingbed

JudithRating, 5 stars1 month ago
Beautifully remodeled home, lovely setting on a large pond. Everything was clean, the kitchen was well stocked. I am an avid cook/home chef and appreciate the decent cookware. So many places have understocked kitchens and wounded cookware. Comfortable King bed. Thoughtfully decorated. Nice quiet neighborhood. We travel with our 13 year old boxer who has traveled the country and we appreciated the one level living. We did not mind being farther from town, we love the wildlife and the beautiful swan swimming on the pond! The host, Benjamin, was easy to get ahold of, though we had no issues with anything at all. The booklet on Salt Crystal that was sent ahead to us was extremely helpful to us! We would definitely stay here again!
Top guest favourite
Home in Yarmouth
5 out of 5 average rating, 6 reviews

Sauna I Walk2Beach I Pet Friendly I Fire Pit

MollyRating, 5 stars2 days ago
We loved our stay here! Spent the weekend with our two young children and the house had everything we could need and more. It was walking distance to the beach and near great restaurants. Victoria also provided a list of local recommendations which we took a few of and loved them all! Would recommend staying here.

Apartment rentals with a patio

Guest favourite
Apartment in Bristol
4.95 out of 5 average rating, 58 reviews

Timeless 1878 Victorian Downtown /Hot tub/Yard

CharlieRating, 5 stars1 week ago
Charles & Sharolyn were great hosts and have set the apartment up nicely for a comfortable stay. Everything was just as described and the location was perfect for us to attend a wedding in Bristol. Hot tub on a cool spring evening was the cherry on top.
Superhost
Apartment in East Dennis
4.89 out of 5 average rating, 9 reviews

Bright & Breezy Bayside Condo

KingsleyRating, 5 stars8 months ago
Joanne’s place was spacious and comfortable. There was plenty of closet and drawer space and it would work well for an extended stay. It’s quite near the beaches and harbor in Dennis/Quivet Neck, and there is a good restaurant (Marshside) with a scenic view that is a short walk away. Easy to find, although if you check in at night a flashlight will be very helpful. ;-) The kitchen was small but usable, and the refrigerator was modern and had plenty of room.
Apartment in New Seabury
4.79 out of 5 average rating, 24 reviews

Cape Esacpe at New Seabury

LesleyRating, 5 stars9 months ago
We stayed in the cottage for our daughter’s wedding. It was within walking distance of the venue and super close to the beach. It had a lovely outdoor sitting and dining area and beach supplies. Wonderful, comfy place to stay!
Superhost
Apartment in Hyannis
4.79 out of 5 average rating, 14 reviews

Charming Hyannis 3 Bed 2 Bath

KiaraRating, 5 stars8 months ago
Had to call maintenance for a couple of reasons but responded quickly.
Guest favourite
Apartment in West Dennis
4.96 out of 5 average rating, 47 reviews

6 Min to Beach - Pool - Private Balcony - Central

NicoleRating, 5 stars2 days ago
My boyfriend and I stayed in this beautiful and quaint condo for a wedding weekend in Dennis and it couldn’t have been a more perfect place with a more perfect location!We both felt safe and comfortable immediately upon arrival and loved spending time outside on the porch and enjoying walking around the area! We would both recommend this stay to anyone!
Guest favourite
Apartment in New Bedford
4.98 out of 5 average rating, 58 reviews

Millie's-Historic New Bedford, 2BR, water views

LaurieRating, 5 stars2 weeks ago
We had a great six nights here. The space is super cool, well appointed with comfty beds and super soft towels, and was squeeky clean! We enjoyed the roof deck, the views to the waterfront, and the fireplace--and had an exceptional meal at Cork, too! Our stay was a combination of a work trip plus time to explore New Bedford and the SouthCoast and the location was great for both. Having a dedicated parking space was great, too. We would happily return.
Top guest favourite
Apartment in West Yarmouth
5 out of 5 average rating, 9 reviews

2BR Condo w/ River Views & Pool Access

MarineRating, 5 stars1 month ago
We had a great stay! The apartment was spacious and perfect for two couples. The beds were very comfortable, and the view from the bedroom was absolutely beautiful. I definitely recommend this place!
Guest favourite
Apartment in West Falmouth
4.96 out of 5 average rating, 27 reviews

Lovely W Falmouth Home steps to bikeway & more!

LaurenRating, 5 stars2 days ago
We had a fantastic time here! We were in Falmouth for a bachelorette weekend and this apartment was convenient and close to everything we wanted to do. The space was super cute and clean, perfect for our group! Adam was super helpful during our stay too. We definitely recommend.

Quick stats about holiday rentals with a patio in Chilmark

  • Total rentals

    110 properties

  • Nightly prices starting at

    ₹8,572 before taxes and fees

  • Total number of reviews

    2.5K reviews

  • Family-friendly rentals

    90 properties are a good fit for families

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

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